data_AKW
# 
_chem_comp.id                                    AKW 
_chem_comp.name                                  
;[(2~{S},3~{S},4~{R},5~{R})-5-(2-azanyl-7-methyl-6-oxidanylidene-3~{H}-purin-7-ium-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl-[[[(3~{R},4~{S})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-phosphinic acid
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H30 N10 O16 P3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2017-08-21 
_chem_comp.pdbx_modified_date                    2018-04-27 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        835.572 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AKW 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        5OSX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
AKW S1  S5P S 0 1 N N N -77.384 56.799 -25.570 4.042  -2.273 -1.747 S1  AKW 1  
AKW P1  PA  P 0 1 N N N -75.328 61.799 -22.527 -2.676 -3.605 -0.073 P1  AKW 2  
AKW O1  OA2 O 0 1 N N N -75.683 62.008 -21.098 -3.202 -5.105 0.184  O1  AKW 3  
AKW O2  OA1 O 0 1 N N N -74.028 62.411 -22.894 -2.781 -2.824 1.179  O2  AKW 4  
AKW O3  OAB O 0 1 N N N -75.102 60.263 -22.917 -1.139 -3.651 -0.550 O3  AKW 5  
AKW P2  PB  P 0 1 N N N -76.204 59.121 -22.614 0.222  -4.200 0.113  P2  AKW 6  
AKW O4  OB2 O 0 1 N N N -76.692 59.075 -21.214 0.307  -5.796 -0.082 O4  AKW 7  
AKW O5  OB1 O 0 1 N N N -75.522 57.862 -22.977 0.233  -3.878 1.557  O5  AKW 8  
AKW O6  OBC O 0 1 N N N -77.384 59.278 -23.712 1.486  -3.505 -0.602 O6  AKW 9  
AKW P3  PC  P 0 1 N N N -77.120 58.825 -25.242 3.048  -3.375 -0.233 P3  AKW 10 
AKW O7  OC1 O 0 1 N N N -78.000 59.680 -26.079 3.193  -2.676 1.063  O7  AKW 11 
AKW O8  OC2 O 0 1 N N N -75.740 59.260 -25.563 3.697  -4.845 -0.125 O8  AKW 12 
AKW S2  S5* S 0 1 N N N -76.718 62.603 -23.902 -3.856 -2.691 -1.578 S2  AKW 13 
AKW C1  C5* C 0 1 N N N -78.331 62.314 -23.061 -5.525 -2.732 -0.869 C1  AKW 14 
AKW C2  C4* C 0 1 N N S -79.204 63.584 -22.930 -5.642 -1.666 0.221  C2  AKW 15 
AKW O9  O4* O 0 1 N N N -78.637 64.482 -21.954 -5.547 -0.356 -0.363 O9  AKW 16 
AKW C3  C3* C 0 1 N N S -79.197 64.415 -24.202 -7.021 -1.763 0.903  C3  AKW 17 
AKW O10 O3* O 0 1 N N N -80.082 63.844 -25.178 -6.870 -2.031 2.299  O10 AKW 18 
AKW C4  C2* C 0 1 N N R -79.760 65.725 -23.690 -7.652 -0.367 0.684  C4  AKW 19 
AKW O11 O2* O 0 1 N N N -81.148 65.594 -23.309 -8.335 0.074  1.860  O11 AKW 20 
AKW C5  C1* C 0 1 N N R -78.902 65.851 -22.436 -6.407 0.512  0.405  C5  AKW 21 
AKW N1  N9  N 0 1 Y N N -77.571 66.482 -22.644 -6.776 1.696  -0.376 N1  AKW 22 
AKW C6  C8  C 0 1 Y N N -76.390 65.899 -22.596 -6.704 1.821  -1.732 C6  AKW 23 
AKW N2  N7  N 1 1 Y N N -75.462 66.840 -22.813 -7.111 3.008  -2.082 N2  AKW 24 
AKW C7  CM7 C 0 1 N N N -74.027 66.484 -22.824 -7.178 3.511  -3.456 C7  AKW 25 
AKW C8  C5  C 0 1 Y N N -76.074 68.012 -22.988 -7.463 3.701  -0.975 C8  AKW 26 
AKW C9  C4  C 0 1 Y N N -77.391 67.773 -22.877 -7.258 2.868  0.119  C9  AKW 27 
AKW N3  N3  N 0 1 N N N -78.292 68.764 -23.013 -7.543 3.341  1.374  N3  AKW 28 
AKW C10 C2  C 0 1 N N N -77.858 70.016 -23.254 -8.018 4.602  1.545  C10 AKW 29 
AKW N4  N2  N 0 1 N N N -78.712 71.030 -23.389 -8.290 5.037  2.815  N4  AKW 30 
AKW N5  N1  N 0 1 N N N -76.544 70.253 -23.366 -8.227 5.422  0.537  N5  AKW 31 
AKW C11 C6  C 0 1 N N N -75.663 69.266 -23.227 -7.987 5.048  -0.729 C11 AKW 32 
AKW O12 O6  O 0 1 N N N -74.327 69.546 -23.358 -8.185 5.819  -1.655 O12 AKW 33 
AKW H2  H2  H 0 1 N N N -74.997 62.507 -20.670 -3.162 -5.675 -0.596 H2  AKW 34 
AKW H3  H3  H 0 1 N N N -76.466 58.237 -20.827 0.304  -6.081 -1.006 H3  AKW 35 
AKW H4  H4  H 0 1 N N N -75.769 59.958 -26.207 3.638  -5.362 -0.940 H4  AKW 36 
AKW H5  H5  H 0 1 N N N -78.893 61.565 -23.638 -6.257 -2.533 -1.652 H5  AKW 37 
AKW H6  H6  H 0 1 N N N -78.131 61.925 -22.052 -5.712 -3.715 -0.438 H6  AKW 38 
AKW H7  H7  H 0 1 N N N -80.234 63.303 -22.665 -4.851 -1.801 0.958  H7  AKW 39 
AKW H8  H8  H 0 1 N N N -78.174 64.544 -24.586 -7.627 -2.535 0.429  H8  AKW 40 
AKW H9  H9  H 0 1 N N N -79.720 63.024 -25.493 -7.704 -2.045 2.789  H9  AKW 41 
AKW H10 H10 H 0 1 N N N -79.582 66.552 -24.393 -8.324 -0.374 -0.174 H10 AKW 42 
AKW H11 H11 H 0 1 N N N -81.470 66.430 -22.993 -9.068 -0.497 2.126  H11 AKW 43 
AKW H12 H12 H 0 1 N N N -79.461 66.412 -21.673 -5.925 0.802  1.338  H12 AKW 44 
AKW H13 H13 H 0 1 N N N -76.204 64.851 -22.414 -6.362 1.054  -2.412 H13 AKW 45 
AKW H14 H14 H 0 1 N N N -73.915 65.405 -22.640 -8.155 3.282  -3.881 H14 AKW 46 
AKW H15 H15 H 0 1 N N N -73.594 66.735 -23.804 -7.027 4.591  -3.455 H15 AKW 47 
AKW H16 H16 H 0 1 N N N -73.504 67.047 -22.037 -6.401 3.037  -4.056 H16 AKW 48 
AKW H17 H17 H 0 1 N N N -79.271 68.573 -22.936 -7.404 2.771  2.146  H17 AKW 49 
AKW H18 H18 H 0 1 N N N -78.369 71.952 -23.571 -8.143 4.448  3.571  H18 AKW 50 
AKW H19 H19 H 0 1 N N N -79.696 70.869 -23.308 -8.630 5.934  2.958  H19 AKW 51 
AKW O13 O1  O 0 1 N N N ?       ?      ?       5.838  -0.074 -0.498 O13 AKW 52 
AKW C12 C10 C 0 1 N N N ?       ?      ?       7.503  -1.559 0.393  C12 AKW 53 
AKW C13 C11 C 0 1 N N N ?       ?      ?       7.880  -0.086 0.709  C13 AKW 54 
AKW H1  H1  H 0 1 N N N ?       ?      ?       5.363  -1.665 0.744  H1  AKW 55 
AKW H20 H20 H 0 1 N N N ?       ?      ?       7.603  0.667  -1.320 H20 AKW 56 
AKW H22 H22 H 0 1 N N N ?       ?      ?       8.132  -1.959 -0.403 H22 AKW 57 
AKW H24 H24 H 0 1 N N N ?       ?      ?       8.950  0.081  0.581  H24 AKW 58 
AKW C14 C7  C 0 1 N N N ?       ?      ?       7.064  0.665  -0.372 C14 AKW 59 
AKW N6  N4  N 0 1 Y N N ?       ?      ?       6.788  2.037  0.061  N6  AKW 60 
AKW N7  N5  N 0 1 Y N N ?       ?      ?       5.750  3.749  0.926  N7  AKW 61 
AKW C15 C12 C 0 1 Y N N ?       ?      ?       7.615  3.116  -0.094 C15 AKW 62 
AKW C16 C14 C 0 1 Y N N ?       ?      ?       5.657  2.474  0.687  C16 AKW 63 
AKW C17 C3  C 0 1 Y N N ?       ?      ?       6.940  4.207  0.466  C17 AKW 64 
AKW C18 C13 C 0 1 N N N ?       ?      ?       7.569  5.473  0.450  C18 AKW 65 
AKW N8  N6  N 0 1 N N N ?       ?      ?       8.797  5.573  -0.106 N8  AKW 66 
AKW C19 C16 C 0 1 N N N ?       ?      ?       9.403  4.474  -0.637 C19 AKW 67 
AKW N9  N8  N 0 1 N N N ?       ?      ?       8.828  3.293  -0.631 N9  AKW 68 
AKW N11 N11 N 0 1 N N N ?       ?      ?       10.650 4.606  -1.196 N11 AKW 69 
AKW H28 H28 H 0 1 N N N ?       ?      ?       4.811  1.854  0.946  H28 AKW 70 
AKW H26 H26 H 0 1 N N N ?       ?      ?       11.086 5.472  -1.210 H26 AKW 71 
AKW H27 H27 H 0 1 N N N ?       ?      ?       11.094 3.833  -1.577 H27 AKW 72 
AKW O14 O2  O 0 1 N N N ?       ?      ?       7.594  -2.371 1.566  O14 AKW 73 
AKW O15 O3  O 0 1 N N N ?       ?      ?       7.457  0.283  2.023  O15 AKW 74 
AKW H23 H23 H 0 1 N N N ?       ?      ?       8.481  -2.412 1.948  H23 AKW 75 
AKW H25 H25 H 0 1 N N N ?       ?      ?       7.864  -0.239 2.729  H25 AKW 76 
AKW O16 O5  O 0 1 N N N ?       ?      ?       7.017  6.451  0.927  O16 AKW 77 
AKW H21 H21 H 0 1 N N N ?       ?      ?       9.248  6.432  -0.128 H21 AKW 78 
AKW C20 C15 C 0 1 N N N ?       ?      ?       6.039  -1.429 -0.078 C20 AKW 79 
AKW C21 C1  C 0 1 N N N ?       ?      ?       5.784  -2.378 -1.251 C21 AKW 80 
AKW H29 H29 H 0 1 N N N ?       ?      ?       6.014  -3.400 -0.948 H29 AKW 81 
AKW H30 H30 H 0 1 N N N ?       ?      ?       6.419  -2.097 -2.091 H30 AKW 82 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
AKW O7  P3  DOUB N N 1  
AKW S1  P3  SING N N 2  
AKW O8  P3  SING N N 3  
AKW P3  O6  SING N N 4  
AKW O10 C3  SING N N 5  
AKW C3  C4  SING N N 6  
AKW C3  C2  SING N N 7  
AKW S2  C1  SING N N 8  
AKW S2  P1  SING N N 9  
AKW O6  P2  SING N N 10 
AKW C4  O11 SING N N 11 
AKW C4  C5  SING N N 12 
AKW N4  C10 SING N N 13 
AKW N5  C10 DOUB N N 14 
AKW N5  C11 SING N N 15 
AKW O12 C11 DOUB N N 16 
AKW C10 N3  SING N N 17 
AKW C11 C8  SING N N 18 
AKW C1  C2  SING N N 19 
AKW N3  C9  SING N N 20 
AKW C8  C9  DOUB Y N 21 
AKW C8  N2  SING Y N 22 
AKW O5  P2  DOUB N N 23 
AKW C2  O9  SING N N 24 
AKW O3  P2  SING N N 25 
AKW O3  P1  SING N N 26 
AKW O2  P1  DOUB N N 27 
AKW C9  N1  SING Y N 28 
AKW C7  N2  SING N N 29 
AKW N2  C6  DOUB Y N 30 
AKW N1  C6  SING Y N 31 
AKW N1  C5  SING N N 32 
AKW P2  O4  SING N N 33 
AKW P1  O1  SING N N 34 
AKW C5  O9  SING N N 35 
AKW O1  H2  SING N N 36 
AKW O4  H3  SING N N 37 
AKW O8  H4  SING N N 38 
AKW C1  H5  SING N N 39 
AKW C1  H6  SING N N 40 
AKW C2  H7  SING N N 41 
AKW C3  H8  SING N N 42 
AKW O10 H9  SING N N 43 
AKW C4  H10 SING N N 44 
AKW O11 H11 SING N N 45 
AKW C5  H12 SING N N 46 
AKW C6  H13 SING N N 47 
AKW C7  H14 SING N N 48 
AKW C7  H15 SING N N 49 
AKW C7  H16 SING N N 50 
AKW N3  H17 SING N N 51 
AKW N4  H18 SING N N 52 
AKW N4  H19 SING N N 53 
AKW C14 O13 SING N N 54 
AKW O13 C20 SING N N 55 
AKW C20 C12 SING N N 56 
AKW C12 C13 SING N N 57 
AKW C13 C14 SING N N 58 
AKW C20 H1  SING N N 59 
AKW C14 H20 SING N N 60 
AKW C12 H22 SING N N 61 
AKW C13 H24 SING N N 62 
AKW C14 N6  SING N N 63 
AKW N7  C17 SING Y N 64 
AKW C17 C15 DOUB Y N 65 
AKW C15 N6  SING Y N 66 
AKW N6  C16 SING Y N 67 
AKW C16 N7  DOUB Y N 68 
AKW C17 C18 SING N N 69 
AKW C18 N8  SING N N 70 
AKW N8  C19 SING N N 71 
AKW C19 N9  DOUB N N 72 
AKW N9  C15 SING N N 73 
AKW C19 N11 SING N N 74 
AKW C16 H28 SING N N 75 
AKW N11 H26 SING N N 76 
AKW N11 H27 SING N N 77 
AKW O14 C12 SING N N 78 
AKW O15 C13 SING N N 79 
AKW O14 H23 SING N N 80 
AKW O15 H25 SING N N 81 
AKW C18 O16 DOUB N N 82 
AKW N8  H21 SING N N 83 
AKW C21 C20 SING N N 84 
AKW C21 S1  SING N N 85 
AKW C21 H29 SING N N 86 
AKW C21 H30 SING N N 87 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
AKW InChI            InChI                1.03  
;InChI=1S/C21H29N10O16P3S2/c1-29-5-31(15-9(29)17(37)28-21(23)26-15)19-13(35)11(33)7(45-19)3-52-50(42,43)47-48(38,39)46-49(40,41)51-2-6-10(32)12(34)18(44-6)30-4-24-8-14(30)25-20(22)27-16(8)36/h4-7,10-13,18-19,32-35H,2-3H2,1H3,(H8-,22,23,25,26,27,28,36,37,38,39,40,41,42,43)/p+1/t6?,7-,10?,11-,12?,13-,18?,19-/m1/s1
;
AKW InChIKey         InChI                1.03  YZDSTSNLJBCGKH-KVTZQEPKSA-O 
AKW SMILES_CANONICAL CACTVS               3.385 "C[n+]1cn([C@@H]2O[C@H](CS[P](O)(=O)O[P](O)(=O)O[P](O)(=O)SCC3OC(C(O)C3O)n4cnc5C(=O)NC(=Nc45)N)[C@@H](O)[C@H]2O)c6NC(=NC(=O)c16)N" 
AKW SMILES           CACTVS               3.385 "C[n+]1cn([CH]2O[CH](CS[P](O)(=O)O[P](O)(=O)O[P](O)(=O)SCC3OC(C(O)C3O)n4cnc5C(=O)NC(=Nc45)N)[CH](O)[CH]2O)c6NC(=NC(=O)c16)N" 
AKW SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[n+]1cn(c2c1C(=O)N=C(N2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CSP(=O)(O)OP(=O)(O)OP(=O)(O)SCC4[C@@H]([C@@H](C(O4)n5cnc6c5N=C(NC6=O)N)O)O)O)O" 
AKW SMILES           "OpenEye OEToolkits" 2.0.6 "C[n+]1cn(c2c1C(=O)N=C(N2)N)C3C(C(C(O3)CSP(=O)(O)OP(=O)(O)OP(=O)(O)SCC4C(C(C(O4)n5cnc6c5N=C(NC6=O)N)O)O)O)O" 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
AKW "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 
;[(2~{S},3~{S},4~{R},5~{R})-5-(2-azanyl-7-methyl-6-oxidanylidene-3~{H}-purin-7-ium-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl-[[[(3~{R},4~{S})-5-(2-azanyl-6-oxidanylidene-1~{H}-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methylsulfanyl-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-phosphinic acid
;
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
AKW "Create component" 2017-08-21 EBI  
AKW "Initial release"  2018-05-02 RCSB 
# 
